N-(2-acetyl-5-methoxyphenyl)-4-Isopropyl-2-Thiazolecarboxamide → HCID 178487691, 화합물

HRID 420040노트

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HRID 420040 반응식
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:5]=1[NH:12][C:13]([C:15]1[S:16][CH:17]=[C:18]([CH:20]([CH3:22])[CH3:21])[N:19]=1)=O)(=[O:3])[CH3:2].CC(C)([O-])C.[K+]>CC(O)(C)C>[CH:20]([C:18]1[N:19]=[C:15]([C:13]2[CH:2]=[C:1]([OH:3])[C:4]3[C:5](=[CH:6][C:7]([O:10][CH3:11])=[CH:8][CH:9]=3)[N:12]=2)[S:16][CH:17]=1)([CH3:22])[CH3:21]

참가 물질

4

반응물 2

HCID 20773655N-(2-acetyl-5-methoxyphenyl)-4-Isopropyl-2-ThiazolecarboxamideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 178487691HCID 178487691, 화합물수율 71%

시약·촉매·용매 1

HCID 6386tert-Butanol용매

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온도
70 °C

실험 절차

To a solution of compound 42a (4.312 g, 1 eq.) in tBuOH (60 mL) was added potassium t-butoxide (3.8 g, 2.5 eq.) under nitrogen. The mixture was stirred at 70° C. for 16 hrs, and then cooled down to 0° C. and quenched with MeOH (10 mL) and acetic acid (2.5 mL). The solvent was removed under reduced pressure and the residue was triturated in a mixture of MeOH/water, isolated by filtration, washed with ACN, and then petroleum ether to yield compound 43a as a yellow solid in 71% yield.

후처리

  1. temperaturecooled down to 0° C.
  2. customquenched with MeOH (10 mL) and acetic acid (2.5 mL)
  3. customThe solvent was removed under reduced pressure
  4. customthe residue was triturated in a mixture of MeOH/water
  5. customisolated by filtration
  6. washwashed with ACN

출처 및 근거

ORD 기록
ord-dd0b76b892d64a3c96d3a2815b818ae9
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093379B2

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